vernolepin

{{Chembox

|ImageFile = Vernolepin.svg

|ImageSize = 160px

|PIN = (3aR,4S,5aR,9aR,9bR)-5a-Ethenyl-4-hydroxy-3,9-dimethylideneoctahydro-2H-furo[2,3-f][2]benzopyran-2,8(3H)-dione

|OtherNames = Vernolepin

|Section1={{Chembox Identifiers

|CASNo = 18542-37-5

|CASNo_Ref = {{cascite|correct|CAS}}

|UNII_Ref = {{fdacite|correct|FDA}}

|UNII = 6640X1BVDX

|PubChem = 442322

|ChemSpiderID = 390780

|SMILES = C=C[C@]12C[C@@H]([C@@H]3[C@@H]([C@H]1C(=C)C(=O)OC2)OC(=O)C3=C)O

|InChI = 1/C15H16O5/c1-4-15-5-9(16)10-7(2)14(18)20-12(10)11(15)8(3)13(17)19-6-15/h4,9-12,16H,1-3,5-6H2/t9-,10+,11+,12-,15+/m0/s1

|InChIKey = IFYQXAXVZGMFNW-MVIRXUPPBC

|StdInChI = 1S/C15H16O5/c1-4-15-5-9(16)10-7(2)14(18)20-12(10)11(15)8(3)13(17)19-6-15/h4,9-12,16H,1-3,5-6H2/t9-,10+,11+,12-,15+/m0/s1

|StdInChIKey = IFYQXAXVZGMFNW-MVIRXUPPSA-N

|KEGG = C09582}}

|Section2={{Chembox Properties

|Formula=C₁₅H₁₆O₅

|MeltingPtC = 179 to 180

|MeltingPt_ref ={{cite journal|last=Laekeman|first=G. M.|author2=Mertens, J. |author3=Totté, J. |author4=Bult, H. |author5=Vlietinck, A. J. |author6= Herman, A. G. |title=Isolation and Pharmacological Characterization of Vernolepin|journal=Journal of Natural Products|date=1 March 1983|volume=46|issue=2|pages=161–169|doi=10.1021/np50026a003|pmid=6410002}}

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Vernolepin is a sesquiterpene lactone isolated from the dried fruit of Vernonia amygdalina. It shows platelet anti-aggregating properties{{cite journal|last=Laekeman|first=G. M.|author2=Clerck, F. |author3=Vlietinck, A. J. |author4= Herman, A. G. |title=Vernolepin: An antiplatelet compound of natural origin|journal=Naunyn-Schmiedeberg's Archives of Pharmacology|date=1 January 1985|volume=331|issue=1|pages=108–113|doi=10.1007/BF00498859|pmid=3934564|s2cid=10373287}} and is also an irreversible DNA polymerase inhibitor,{{cite book|last=Clayden|first=Jonathan|title=Organic chemistry|year=2005|publisher=Oxford Univ. Press|location=Oxford [u.a.]|isbn=978-0-19-850346-0|pages=[https://archive.org/details/organicchemistry00clay_0/page/238 238]|edition=Reprinted (with corrections).|url-access=registration|url=https://archive.org/details/organicchemistry00clay_0/page/238}} hence may have antitumor properties.